3-甲基-5-氰基-6-氨基-1-苯基-4-(3,4-二甲氧基苯基)-1,4-二氢吡喃[2,3-c]吡唑的合成和晶体结构

Synthesis and Crystal Structure of 3-Methyl-5-cyano-6-amino-1- phenyl-4-(3,4-dimethoxylphenyl)-1,4-dihydropyrano[2,3-c]pyrazole

标题化合物C22H20N4O3 3是由2-氰基-3-(3,4-二甲氧基苯基)丙烯腈1和3-甲基-1-苯基-2-吡唑-5-酮2在KF-Al2O3催化下在N,N-二甲基甲酰胺(DMF)溶剂中反应而得。结构通过单晶X-射线衍射分析确定,其晶体属于三斜晶系,空间群Pī,a = 9.450(3),b = 10.876(2), c = 11.435(2) ,a = 115.51(1), b = 102.82(1),g = 98.47(2), Mr = 388.42, V = 994.1(3) 3,Dc = 1.298 g/cm3, Z = 2, m (MoKa) = 0.089 mm-1, F(000) = 408。晶体结构用直接法解出,使用全矩阵最小二乘法对原子参数进行修正,最后的偏离因子R = 0.0420,wR = 0.1070。单晶X-射线衍射分析表明平面Ⅰ与平面Ⅱ、平面Ⅲ、平面Ⅳ的夹角分别为102.31、29.24和1.43。平面Ⅱ与平面Ⅲ和平面Ⅳ的夹角分别为73.50和100.91,平面Ⅲ和平面Ⅳ的夹角为27.81, 另外晶体中还存在分子间氢键。

The title compound (C22H20N4O3) 3 has been synthesized by the reaction of 2-cyano-3-(3,4-dimethoxylphenyl) arylonitrile 1 and 3-methyl-1-phenyl-2-pyrazole-5-one 2 in N, N-dimethyl-formamide (DMF) at room temperature catalyzed by KF/Al2O3, and its structure was determined by single-crystal X-ray diffraction. The crystal is of triclinic, space group P (1) over bar with a = 9.450(2), b = 10.876(2), c = 11.435(2) Angstrom, a = 115.51(1), beta = 102.82 (1), gamma= 98.47(2)degrees, M-r = 388.42, V = 994.1(3) Angstrom(3), D-c = 1.298 g/cm(3), Z = 2, mu(MoKalpha) = 0.089 mm(-1) and F(000) = 408. The structure was solved by direct methods and refined by full-matrix least-squares techniques to the final R = 0.0420 and wR = 0.1070. X-ray analysis reveals that the dihedral angles between planes I and II, I and III, I and IV are 102.31, 29.24 and 1.43degrees, respectively. The dihedral angles between planes II and III II and IV are 73.50 and 100.91degrees, respectively; the dihedral angle between planes III and IV is 27.81degrees. In addition, there exist intermolecular hydrogen bonds in the crystal structure.